
Deals on vacations and trips to Middlesex
Save when you book Middlesex package deals
Middlesex flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

RIT Inn & Conference Center
Price was $391, price is now $323 per person
$323
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Rochester (ROC)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.

Hyatt Regency Rochester
Downtown Rochester
Price was $495, price is now $411 per person
$411
per person
Oct 24 - Oct 26
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Rochester (ROC)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Woodcliff Hotel and Spa
Price was $503, price is now $430 per person
$430
per person
Oct 24 - Oct 26
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Rochester (ROC)
This smoke-free hotel features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Inn on Broadway
Downtown Rochester
Price was $424, price is now $376 per person
$376
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Rochester (ROC)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Guests will appreciate freebies like continental breakfast and free self parking.

School 31 Lofts at Colors Studios
Downtown Rochester
Price was $536, price is now $475 per person
$475
per person
Oct 24 - Oct 26
found 16 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Rochester (ROC)
A sauna, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Express check-in, express check-out, and dry cleaning are also on offer.
Top Middlesex hotels deals

41 Lakefront Hotel, Trademark Collection By Wyndham
41 Lake Front Blvd, Geneva, NY
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $150 total per night
$150 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly

The Lake House on Canandaigua
770 South Main Street, Canandaigua, NY
Free Cancellation
Reserve now, pay when you stay
$389 nightly
The price is $442 total per night
$442 total
Sep 23 - Sep 24
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the 24-hour gym and perks like free self parking and a free beach shuttle.
Pool
Hot Tub

Hotel Canandaigua, Tapestry Collection by Hilton
205 Lakeshore Drive, Canandaigua, NY
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $203 total per night
$203 total
Sep 21 - Sep 22
Total with taxes and fees
The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Self parking, a terrace, and a snack bar/deli are also offered.
Pool
Pet friendly

Hampton Inn Penn Yan
110 Mace Street, Penn Yan, NY
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Enjoy the gym and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.
Pool
Hot Tub

Days Inn by Wyndham Geneva/Finger Lakes
485 Hamilton St, Geneva, NY
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $70 total per night
$70 total
Oct 12 - Oct 13
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and concierge services and free newspapers are also offered.
Breakfast included
Parking included

Microtel Inn & Suites by Wyndham Geneva
550 Hamilton St, Geneva, NY
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $119 total per night
$119 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit

Clarks Gully
Commune with nature and explore the great outdoors at Clarks Gully during your travels in Middlesex. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
Frequently asked questions
Photos of local treasures
Browse Middlesex vacation photos for more inspiration